Thiophene compound, liquid-crystalline medium and liquid-crystal display comprising the same

Patent metadata

Field	Value
Publication number	US-11168255-B2
Application number	US-201916508799-A
Country	US
Kind code	B2
Filing date	Jul 11, 2019
Priority date	Jul 12, 2018
Publication date	Nov 9, 2021
Grant date	Nov 9, 2021

Abstract

A liquid-crystalline medium, preferably having a nematic phase and dielectric anisotropy of 0.5 or more, which comprises one or more compounds of formula Tin whichdenotesand the use thereof in an electro-optical display, particularly in an active-matrix display based on the IPS or FFS effect, to displays of this type which contain a liquid-crystalline medium of this type, and to the compounds of formula T and their use for the improvement of the transmission and/or response times of a liquid-crystalline medium which contains one or more additional mesogenic compounds.

First claim

The invention claimed is:

1. A liquid-crystalline medium comprising one or more compounds of formula T

in which

denotes

and each

independently of each other, denotes

wherein the rings

optionally may each be substituted with one or two alkyl groups,
n denotes 1 or 2,
R 5 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy, wherein one —CH 2 — group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclo-pentenylene, cyclopentylene, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, wherein one —CH 2 — group may be replaced by cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, 1,3-cyclo-pentenylene, and
X 5 denotes F, Cl, CN, NCS fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy,
at least one or more compounds of formula IV-1 and/or IV-2

alkyl and alkyl′, independently of one another, denote alkyl having 1 to 7 C atoms,
alkenyl denotes an alkenyl radical having 2 to 5 C atoms,
and
a compound of formula II-2

in which
L 21 and L 22 denote independently of each other H or F,
L 23 and L 24 independently of one another denote H or F,
R 2 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, or alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms,

are each independently

and
X 2 denotes halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms.

2. The liquid-crystalline medium according to claim 1 , comprising one or more compounds T of formulae T-1 and/or T-2:

in which
R S denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, and
X S denotes F, Cl, CN, NCS, fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy.

3. The liquid-crystalline medium according to claim 2 , comprising one or more compounds of formula T-1.

4. The liquid-crystalline medium according to claim 1 , further comprising one or more compounds of formula III:

in which
R 3 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms

on each appearance, independently of one another, are

L 31 and L 32 , independently of one another, denote H or F,
X 3 denotes halogen, halogenated alkyl or alkoxy having 1 to 3 C atoms or halogenated alkenyl or alkenyloxy having 2 or 3 C atoms, F, Cl, —OCF 3 , —OCHF 2 , —O—CH 2 CF 3 , —O—CH═CF 2 , —O—CH═CH 2 or —CF 3 ,
Z 3 denotes —CH 2 CH 2 —, —CF 2 CF 2 —, —COO—, trans-CH═CH—, trans-CF═CF—, —CH 2 O— or a single bond, and
n denotes 0, 1, 2 or 3.

5. The liquid-crystalline medium according to claim 1 , further comprising one or more compounds of formula V:

in which
R 51 and R 52 , independently of one another, are alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms,

if present, each, independently of one another, denote

Z 51 to Z 53 each, independently of one another, denote —CH 2 —CH 2 —, —CH 2 —O—, —CH═CH—, —C≡C—, —COO— or a single bond, and
i and j each, independently of one another, denote 0 or 1.

6. The liquid-crystalline medium according to claim 5 , further comprising one or more compounds of formulae VI to IX:

wherein
R 61 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkenyl radical having 2 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms,
R 62 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, and
l denotes 0 or 1,
R 71 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms,
R 72 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms,

denotes

R 81 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms,
R 82 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms or an unsubstituted alkenyloxy radical having 2 to 6 C atoms, preferably having 2, 3 or 4 C atoms,

denotes

Z 8 denotes —(C═O)—O—, —CH 2 —O—, —CF 2 —O— or —CH 2 —CH 2 —,
o denotes 0 or 1,
R 91 and R 92 independently of one another have the meaning given for R 72 above,

denotes

p and q independently of each other denote 0 or 1.

7. The liquid-crystalline medium according to claim 1 , further comprising one or

Assignees

• Merck Patent Gmbh

Inventors

• Manabe Atsutaka
• Brocke Constanze
• Baran Sven
• Hofmeyer Sebastian
• Hahn Alexander

Classifications

• C09K2019/3025

  Cy-Ph-Ph-Ph · CPC title

• C09K2019/301

  Cy-Cy-Ph · CPC title

• C09K2019/122

  Ph-Ph · CPC title

• C09K19/3048

  in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds · CPC title

• C09K2019/3016

  Cy-Ph-Ph · CPC title